Diisopropylethylamine → HCID 117675777, 화합물

HRID 1526252노트

반응식

HRID 1526252 반응식
Cl[C:2]1[N:3]=[C:4]([NH:15][C:16]2[CH:17]=[N:18][N:19]([CH2:21][CH2:22][OH:23])[CH:20]=2)[C:5]([C:12]([NH2:14])=[O:13])=[N:6][C:7]=1[C:8](O)([CH3:10])[CH3:9].[NH2:24][C@@H:25]1[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26]1.C(N(C(C)C)CC)(C)C.[Cl-].[Na+].O.O>CN1CCCC1=O>[C:12]([C:5]1[N:6]=[C:7]([C:8]([CH3:10])=[CH2:9])[C:2]([NH:24][C@@H:25]2[CH2:29][CH2:28][N:27]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:26]2)=[N:3][C:4]=1[NH:15][C:16]1[CH:17]=[N:18][N:19]([CH2:21][CH2:22][OH:23])[CH:20]=1)(=[O:13])[NH2:14]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 854070(R)-(+)-1-Boc-3-aminopyrrolidineHCID 23713072Sodium chloride dihydrateHCID 117667243HCID 117667243, 화합물

생성물 1

HCID 117675777HCID 117675777, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A mixture of 5-chloro-3-{[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]amino}-6-(2-hydroxypropan-2-yl)pyrazine-2-carboxamide (700 mg), tert-butyl (3R)-3-aminopyrrolidine-1-carboxylate (1.05 mL), diisopropylethylamine (1.06 mL), and N-methylpyrrolidone (2.5 mL) was reacted in a microwave reaction device at 180° C. for 1 hour. To the reactant was added a mixed solution of saturated brine:water (1:1), followed by extraction with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol=99:1-90:10, NH2 type: eluent; chloroform:methanol=99:1-95:5) to obtain tert-butyl (3R)-3-{[5-carbamoyl-6-{[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]amino}-3-(prop-1-en-2-yl)pyrazin-2-yl]amino}pyrrolidine-1-carboxylate (928 mg) as a yellow amorphous substance.

후처리

  1. customwas reacted in a microwave reaction device at 180° C. for 1 hour
  2. extractionfollowed by extraction with ethyl acetate
  3. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol=99:1-90:10, NH2 type: eluent; chloroform:methanol=99:1-95:5)

출처 및 근거

ORD 기록
ord-d747252ace1e4fa1860dab99af807d8c
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085540B2

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